sibutramine   Click here for help

GtoPdb Ligand ID: 2586

Synonyms: Meridia® | sibutramine hydrochloride
Approved drug
sibutramine is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Use of sibutramine is reported to increase risk of heart attack and stroke in patients with a history of heart disease. For this reason sibutramine has been withdrawn from use in some countries.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 3.24
Molecular weight 279.18
XLogP 5.17
No. Lipinski's rules broken 1
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Canonical SMILES CC(CC(C1(CCC1)c1ccc(cc1)Cl)N(C)C)C
Isomeric SMILES CC(CC(C1(CCC1)c1ccc(cc1)Cl)N(C)C)C
InChI InChI=1S/C17H26ClN/c1-13(2)12-16(19(3)4)17(10-5-11-17)14-6-8-15(18)9-7-14/h6-9,13,16H,5,10-12H2,1-4H3
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1997))
Withdrawn drug? Yes
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
6124 sibutramine
Synonyms Click here for help
Meridia® | sibutramine hydrochloride
Database Links Click here for help
CAS Registry No. 106650-56-0 (source: Scifinder)
ChEBI CHEBI:458192
ChEMBL Ligand CHEMBL1419
DrugBank Ligand DB01105
DrugCentral Ligand 2440
GtoPdb PubChem SID 135651043
PubChem CID 5210
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UniChem Compound Search for chemical match using the InChIKey UNAANXDKBXWMLN-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey UNAANXDKBXWMLN-UHFFFAOYSA-N
Wikipedia Sibutramine